Natural Product (NP) Details

General Information of the NP (ID: NP4240)
Name
Esculetin
Synonyms
aesculetin; 6,7-dihydroxycoumarin; cichorigenin
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Species Origin Fraxinus chinensis ...     Click to Show/Hide
Fraxinus chinensis
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Lamiales
Family: Oleaceae
Genus: Fraxinus
Species: Fraxinus chinensis
Disease Renal cell carcinoma [ICD-11: 2C90] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.787
 
MDCK Permeability
 -4.728
 
PAMPA
 ++
 
HIA
 - - -
 
Distribution
VDss
 -0.305
 
PPB
 59.2%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 -
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 -
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 ++
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - -
CYP3A4 inhibitor
 - -
CYP3A4 substrate
 - -
CYP2B6 inhibitor
 - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 ++
HLM Stability
 +
 
Excretion
CLplasma
 12.916
 
T1/2
 1.457
Toxicity
DILI
 ++
 
Rat Oral Acute Toxicity
 -
 
FDAMDD
 +
 
Respiratory
 +
 
Human Hepatotoxicity
 -
 
Ototoxicity
 - -
 
Drug-induced Nephrotoxicity
 - - -
 
Drug-induced Neurotoxicity
 - - -
 
Hematotoxicity
 - -
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C9H6O4
PubChem CID
5281416
Canonical SMILES
C1=CC(=O)OC2=CC(=C(C=C21)O)O
InChI
1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H
InChIKey
ILEDWLMCKZNDJK-UHFFFAOYSA-N
CAS Number
CAS 305-01-1
Herb ID
HBIN025796
ETMC ID
108
SymMap ID
SMIT00192
TCMSP ID
MOL003837
TTD Drug ID
D0YZ5G
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          TNF-related apoptosis inducing ligand      Lung cancer     Click to Show/Hide the Molecular Data of This Drug
                 Augmenting Drug Sensitivity     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression TRAIL-R2  Molecule Info 
Pathway MAP
                    In-vitro Model SAS CVCL_1675 Tongue squamous cell carcinoma Homo sapiens
                    Experimental
                    Result(s)		 Esculetin enhances TRAIL-induced apoptosis primarily through upregulation of DR5.
          5-fluorouracil      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Augmenting Drug Sensitivity     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression CCND1  Molecule Info 
Pathway MAP
Down-regulation Expression CDH2  Molecule Info 
Pathway MAP
Down-regulation Expression CTNNB1  Molecule Info 
Pathway MAP
Down-regulation Expression MYC  Molecule Info 
Pathway MAP
Down-regulation Expression PCNA  Molecule Info 
Pathway MAP
Down-regulation Expression WNT3A  Molecule Info 
Pathway MAP
                    In-vitro Model Caco-2 CVCL_0025 Colon adenocarcinoma Homo sapiens
HCT 116 CVCL_0291 Colon carcinoma Homo sapiens
SW480 CVCL_0546 Colon adenocarcinoma Homo sapiens
HT-29 CVCL_0320 Colon adenocarcinoma Homo sapiens
                    In-vivo Model Animal models were constructed by injecting HCT-116 cells in the right flank of nude mice.
                    Experimental
                    Result(s)		 EST combined with 5-FU could increase the inhibitory effect of 5-FU on HCT-116 cells proliferation, migration and epithelial-mesenchymal transition.
References
Reference 1 Esculetin inhibits proliferation, migration, and invasion of clear cell renal cell carcinoma cells. Biomed Pharmacother. 2020 May;125:110031.
Reference 2 Esculetin enhances TRAIL-induced apoptosis through DR5 upregulation in human oral cancer SAS cells. Oral Oncol. 2009 Dec;45(12):1067-72.
Reference 3 Esculetin enhances the inhibitory effect of 5-Fluorouracil on the proliferation, migration and epithelial-mesenchymal transition of colorectal cancer. Cancer Biomark. 2019;24(2):231-240.
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